I think people don't realize how complex simplicity actually is. FFS, we've all see Conway's Game of Life, right? We all solve hard complex problems by solving simple ones, right? Yet, we have a hard time recognizing that simplicity is complex.

The truth is that simplicity is difficult to implement and even more difficult to maintain. It's easy to oversimplify, as all you need is to not be aware of some complexity. Given that there's infinite depth to things, it's always going to be easier to be missing information than to have enough. But then simplicity is difficult to maintain. Because each time we touch something the same process happens, causing things to compound. If you're 99% "good enough" (a pretty high and unlikely number) then 10 times and you're at 90%[0]. Often a small mistake can lead to big problems. If things run without much slack, then things break. Entropy is a bitch.

The way I think about it is the inverse of how we problem solve. We solve big problems by breaking them down into small problems. Their composition solves the big problem. Consequently, any big problem is composed of many small problems. So I don't understand why we are so dismissive of the little things. The difficulty is figuring out which little problems meaningfully contribute to big problems and which little problems have little impact or are contributing to a different big problem. So when we use dumb thought terminating cliches like "don't let perfection be the enemy of good" we're ignoring the reality of the issue here. If someone believes perfection exists, yes, fix that. But only really junior people think that. Far more often it is a disagreement about what is "good enough" and so the cliche just prevents having a conversation to figure out what that is. No one is omniscient, so why not hash this out?

I think we gravitate to complexity because simplicity is not simple.

[0] This is oversimplified. I'm intending this for communication rather than specifics. Obviously how things compound matters. The numbers are made up but the math isn't. You'll have to read between the lines to determine the complexity that exists for a given situation. I can't be 100% accurate, so let's work together to communicate as best as we can.